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Move right into this beautifully remodeled home. The open living area features an awesome kitchen with all a huge bar/work space. This home is perfect for entertaining, or just sit out on the open front porch and watch the world go by. There is no carpeting in this home, it is a vinyl plank throughout the home. The windows are a double pane insulated window adding to the energy efficiency of the home. The stackable washer and dryer is located in the shed. The side porch offers lots of room for storage, plus there is a shed out back. The shingled roof was installed in 2024 and the air conditioner was installed in 2020. There is also a water softener. The home comes furnished with what you see in the home as you are viewing it. Oakwood Estates, a 55+ community, offers many amenities such as shuffleboard, 2 pools and 2 clubhouses, tennis courts, miniature golf and much, much more.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Move right into this beautifully remodeled home. The open living area features an awesome kitchen with all a huge bar/work space. This home is perfect for entertaining, or just sit out on the open front porch and watch the world go by. There is no carpeting in this home, it is a vinyl plank throughout the home. The windows are a double pane insulated window adding to the energy efficiency of the home. The stackable washer and dryer is located in the shed. The side porch offers lots of room for storage, plus there is a shed out back. The shingled roof was installed in 2024 and the air conditioner was installed in 2020. There is also a water softener. The home comes furnished with what you see in the home as you are viewing it. Oakwood Estates, a 55+ community, offers many amenities such as shuffleboard, 2 pools and 2 clubhouses, tennis courts, miniature golf and much, much more.

4555 Redwood Street, Winter Haven

$111,000

Move right into this well maintained home. The home comes furnished with everything you see. The cathedral ceilings give you an open and spacious feel to the living area. You will find upgraded kitchen with a nice cooktop stove and built in oven and microwave. The bathrooms have been updated with new vanities. A new HVAC system has just been installed. The roof is a roof-over which adds extra insulation value and has a very long life. The windows have also been upgraded adding even more insulation value to the home. This home is located in Oakwood Estates, a 55+ community which offers many amenities and activities. Enjoy the Florida sun in one of the two pools or join in with water aerobics or volleyball. You can join in with the Koffee Klatch, ice cream socials, or one of the many potlucks, or just sit back, relax and enjoy the beautiful Florida weather. Check this out today!!

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Move right into this well maintained home. The home comes furnished with everything you see. The cathedral ceilings give you an open and spacious feel to the living area. You will find upgraded kitchen with a nice cooktop stove and built in oven and microwave. The bathrooms have been updated with new vanities. A new HVAC system has just been installed. The roof is a roof-over which adds extra insulation value and has a very long life. The windows have also been upgraded adding even more insulation value to the home. This home is located in Oakwood Estates, a 55+ community which offers many amenities and activities. Enjoy the Florida sun in one of the two pools or join in with water aerobics or volleyball. You can join in with the Koffee Klatch, ice cream socials, or one of the many potlucks, or just sit back, relax and enjoy the beautiful Florida weather. Check this out today!!

4150 Rolling Oaks Drive, Winter Haven

$110,000

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood with a welcoming atmosphere and a beautiful lake view to enjoy. Recent updates include new kitchen and bathroom flooring, new windows, and new interior and exterior doors, along with a roof that is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood with a welcoming atmosphere and a beautiful lake view to enjoy. Recent updates include new kitchen and bathroom flooring, new windows, and new interior and exterior doors, along with a roof that is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

4511 Redwood Street, Winter Haven

$110,000

Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living areas with nice sized bedroom. The cathedral ceilings make the living area feel spacious. The functional kitchen provides lots of storage with the built-in in the dining area offering more storage. The home features all new windows, with acrylic windows in the front porch area. The HVAC is one year old. The roof-over was installed approximately 2017. This home comes furnished right down to the dishes, silverware, pots and pans. Oakwood Estates offers many amenities and activities to keep you as busy as you would like, or just sit on the front porch and enjoy the view of the lake.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living areas with nice sized bedroom. The cathedral ceilings make the living area feel spacious. The functional kitchen provides lots of storage with the built-in in the dining area offering more storage. The home features all new windows, with acrylic windows in the front porch area. The HVAC is one year old. The roof-over was installed approximately 2017. This home comes furnished right down to the dishes, silverware, pots and pans. Oakwood Estates offers many amenities and activities to keep you as busy as you would like, or just sit on the front porch and enjoy the view of the lake.

4410 Limewood Street, Winter Haven

$110,000

Pack your bags and move right into this beautiful home. The kitchen was remodeled three years ago. The side porch/lanai adds approximately 200 sf of living space (included in total sf) and is vented with central air. The home features beautiful built ins in the dining area as well as the 2nd bedroom. The primary bathroom has an updated shower and vanity. The shingled roof is 11 years old and the ac is 12 years old. The home comes furnished. Walk through the new sliding door to the front porch which features tinted windows and Berber carpet. This home is located in the Dog area where you can have two pets up to 20lb each. Enjoy Oakwood Estates, a peaceful 55+ community offering many amenities and activities, or just sit on the front porch and watch the world go by. This home is located in the area of Oakwood Estates that allows dogs. There is a 2 pet limit of up to 20 lbs.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Pack your bags and move right into this beautiful home. The kitchen was remodeled three years ago. The side porch/lanai adds approximately 200 sf of living space (included in total sf) and is vented with central air. The home features beautiful built ins in the dining area as well as the 2nd bedroom. The primary bathroom has an updated shower and vanity. The shingled roof is 11 years old and the ac is 12 years old. The home comes furnished. Walk through the new sliding door to the front porch which features tinted windows and Berber carpet. This home is located in the Dog area where you can have two pets up to 20lb each. Enjoy Oakwood Estates, a peaceful 55+ community offering many amenities and activities, or just sit on the front porch and watch the world go by. This home is located in the area of Oakwood Estates that allows dogs. There is a 2 pet limit of up to 20 lbs.

4118 Sprucewood Street, Winter Haven

$108,000

Check out this wonderfully maintained home located in Oakwood Estates, a 55+ community. The HVAC has just been replaced and the roof is 3 years old. The living room is spacious and comfortable. Both bedrooms have walk in closets with lots of storage. The side and front porches provide additional living space. The home will be sold furnished less personal items with everything you will need to move right in. The amenities at Oakwood Estates include two clubhouses, two pools, a fishing pier, shuffleboard, tennis courts, miniature golf, and much more. You can join in of the many activities offered or just sit back and enjoy the peaceful community. Call today for your appointment to see this amazing home.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Check out this wonderfully maintained home located in Oakwood Estates, a 55+ community. The HVAC has just been replaced and the roof is 3 years old. The living room is spacious and comfortable. Both bedrooms have walk in closets with lots of storage. The side and front porches provide additional living space. The home will be sold furnished less personal items with everything you will need to move right in. The amenities at Oakwood Estates include two clubhouses, two pools, a fishing pier, shuffleboard, tennis courts, miniature golf, and much more. You can join in of the many activities offered or just sit back and enjoy the peaceful community. Call today for your appointment to see this amazing home.

4908 Rosewood Street, Winter Haven

$107,000

Move right into this wonderfully furnished home in Oakwood Estates, a 55+ community. The home will be fully furnished less personal items and antiques. The home features new windows adding extra insulation value. The TPO roof was installed in 2011 and the air conditioner was installed in 2018. In 2020 the home was replumbed with CPVC. The kitchen has a reverse osmosis system located under the kitchen sink. The cathedral ceilings providing the feeling of spaciousness. Oakwood Estates offers many amenities including two pools, two clubhouses, shuffleboard, tennis courts, bocci ball, and much, much more. You can be as busy as you like or sit back and just watch the world go by enjoying the quiet and peacefulness of the community. Just pack your bags and move right in!! Make your appointment today.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Move right into this wonderfully furnished home in Oakwood Estates, a 55+ community. The home will be fully furnished less personal items and antiques. The home features new windows adding extra insulation value. The TPO roof was installed in 2011 and the air conditioner was installed in 2018. In 2020 the home was replumbed with CPVC. The kitchen has a reverse osmosis system located under the kitchen sink. The cathedral ceilings providing the feeling of spaciousness. Oakwood Estates offers many amenities including two pools, two clubhouses, shuffleboard, tennis courts, bocci ball, and much, much more. You can be as busy as you like or sit back and just watch the world go by enjoying the quiet and peacefulness of the community. Just pack your bags and move right in!! Make your appointment today.

4530 Redwood Street, Winter Haven

$104,500

Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets & additional storage, creating the perfect space for showcasing your favorite pieces and hosting family & friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets & additional storage, creating the perfect space for showcasing your favorite pieces and hosting family & friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.

4063 Rolling Oaks Drive, Winter Haven

$100,000

Come enjoy the beautiful Florida sunsets, In this beautiful, furnished home. You can relax in the enclosed Florida room, Carport is long enough to put two cars in. floors have the beautiful laminate wood flooring, all through out the livingroom,and dining areas. All located in a beautiful gated 55 plus park. Two heated pools, two clubhouses, tennis ,fishing pier, minature golf, shuffle board, plus much more. this home want last, act fast.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Come enjoy the beautiful Florida sunsets, In this beautiful, furnished home. You can relax in the enclosed Florida room, Carport is long enough to put two cars in. floors have the beautiful laminate wood flooring, all through out the livingroom,and dining areas. All located in a beautiful gated 55 plus park. Two heated pools, two clubhouses, tennis ,fishing pier, minature golf, shuffle board, plus much more. this home want last, act fast.

4526 Redwood Street, Winter Haven

$90,000

Spacious is the best word to describe this home. The home has 1440 sf plus a side porch for additional entertaining space. The home has two living areas and a wonderfully functional kitchen. The primary bedroom and bath allow for lots of space with two closets for his and hers clothes. The main bathroom is directly off the guest bedroom, making it convenient for guests. The hot water heater was replaced in 2024, roof in 2020 and HVAC in 2015. So this home is ready for it's new owners. The windows are a newer double pane for energy efficiency and the sliding patio door is also newer. The furnishings you see when you view the home will remain in the home. Oakwood Estates, a 55+ community, offers many opportunities and amenities. You can be as busy as you want, or just sit back and watch the world go by. Check this home out today!!

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Spacious is the best word to describe this home. The home has 1440 sf plus a side porch for additional entertaining space. The home has two living areas and a wonderfully functional kitchen. The primary bedroom and bath allow for lots of space with two closets for his and hers clothes. The main bathroom is directly off the guest bedroom, making it convenient for guests. The hot water heater was replaced in 2024, roof in 2020 and HVAC in 2015. So this home is ready for it's new owners. The windows are a newer double pane for energy efficiency and the sliding patio door is also newer. The furnishings you see when you view the home will remain in the home. Oakwood Estates, a 55+ community, offers many opportunities and amenities. You can be as busy as you want, or just sit back and watch the world go by. Check this home out today!!

4424 Limewood Street, Winter Haven

$78,000

Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plank. The subfloor has been reinforced throughout the home. The home has a fresh coat of paint in soothing colors. The main bathroom has new wallboard to complement the updated vanity. The primary bathroom has a new wall cabinet installed. If you saw the home early in it's listing you must see the improvements. The air conditioner was replaced in 2022 and the roof is a roof over adding extra insulation value. The home is conveniently laid out with a very functional kitchen. The living room offers good space plus the front porch has a window air conditioner increasing the usable square footage. The primary bedroom has a nice sized walk in closet. Oakwood Estates has two pools, two clubhouses, shuffleboard, tennis courts and much, much more. You can be as involved as you would like or just sit back and enjoy the peaceful community. Make your appointment today!!

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plank. The subfloor has been reinforced throughout the home. The home has a fresh coat of paint in soothing colors. The main bathroom has new wallboard to complement the updated vanity. The primary bathroom has a new wall cabinet installed. If you saw the home early in it's listing you must see the improvements. The air conditioner was replaced in 2022 and the roof is a roof over adding extra insulation value. The home is conveniently laid out with a very functional kitchen. The living room offers good space plus the front porch has a window air conditioner increasing the usable square footage. The primary bedroom has a nice sized walk in closet. Oakwood Estates has two pools, two clubhouses, shuffleboard, tennis courts and much, much more. You can be as involved as you would like or just sit back and enjoy the peaceful community. Make your appointment today!!

4338 Cherrywood Street, Winter Haven

$65,000

New Carpet throughout most of the home. Plus many of the windows have been updated to thermal pane insulated windows. If that is not enough the TPO roof was installed in December 2023. The home has a nice layout with a huge primary bedroom with huge walk in closet. Location is convenient in Oakwood Estates, a 55+ community, right across from the office and close proximity to one of the pools. Enjoy the many amenities at Oakwood including two pool, two clubhouses, miniature golf, fishing pier, shuffleboard and much, much more. Join in on the many activities including weekly Koffee Klatch, potluck meals, and dances. The two heated pools offer many hours of relaxation. Or just sit out on the screened front porch and watch the world go by. This home is priced to sell. Check it out today!!

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

New Carpet throughout most of the home. Plus many of the windows have been updated to thermal pane insulated windows. If that is not enough the TPO roof was installed in December 2023. The home has a nice layout with a huge primary bedroom with huge walk in closet. Location is convenient in Oakwood Estates, a 55+ community, right across from the office and close proximity to one of the pools. Enjoy the many amenities at Oakwood including two pool, two clubhouses, miniature golf, fishing pier, shuffleboard and much, much more. Join in on the many activities including weekly Koffee Klatch, potluck meals, and dances. The two heated pools offer many hours of relaxation. Or just sit out on the screened front porch and watch the world go by. This home is priced to sell. Check it out today!!

4027 Rolling Oaks Drive, Winter Haven

$65,000

SIGNIFICANT PRICE REDUCTION: Now only $79,900 AND new roof put on prior to closing! Welcome to easy, carefree Florida living in the wonderful 55+ community of Oakwood Estates. This warm and welcoming neighborhood offers the perfect blend of relaxation and connection, with amenities designed to make every day feel like a getaway. Enjoy sunny afternoons at the community pool, friendly matches on the tennis courts, quiet moments in the library, or peaceful evenings fishing from the pier. This comfortable and spacious home features 2 bedrooms and 2 bathrooms, giving you plenty of room to relax and enjoy your surroundings. Start your mornings with coffee on the inviting front porch/lanai, or start a project on the side patio. Inside, the dining area showcases beautiful built-ins that add charm and character, while a convenient desk space near the kitchen provides the perfect spot for organizing recipes, paying bills, or planning your next adventure. Even better, a brand-new roof will be included with a full-price offer, giving you added peace of mind. Located in the dog-friendly section of Oakwood Estates, this home allows up to two pets (20 lbs each), so your furry companions can enjoy the lifestyle too. If you’ve been dreaming of a friendly community, warm sunshine, and a relaxed Florida lifestyle, this home is ready to welcome you. Schedule your showing today and start enjoying the retirement lifestyle you deserve.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

SIGNIFICANT PRICE REDUCTION: Now only $79,900 AND new roof put on prior to closing! Welcome to easy, carefree Florida living in the wonderful 55+ community of Oakwood Estates. This warm and welcoming neighborhood offers the perfect blend of relaxation and connection, with amenities designed to make every day feel like a getaway. Enjoy sunny afternoons at the community pool, friendly matches on the tennis courts, quiet moments in the library, or peaceful evenings fishing from the pier. This comfortable and spacious home features 2 bedrooms and 2 bathrooms, giving you plenty of room to relax and enjoy your surroundings. Start your mornings with coffee on the inviting front porch/lanai, or start a project on the side patio. Inside, the dining area showcases beautiful built-ins that add charm and character, while a convenient desk space near the kitchen provides the perfect spot for organizing recipes, paying bills, or planning your next adventure. Even better, a brand-new roof will be included with a full-price offer, giving you added peace of mind. Located in the dog-friendly section of Oakwood Estates, this home allows up to two pets (20 lbs each), so your furry companions can enjoy the lifestyle too. If you’ve been dreaming of a friendly community, warm sunshine, and a relaxed Florida lifestyle, this home is ready to welcome you. Schedule your showing today and start enjoying the retirement lifestyle you deserve.

4109 Sprucewood Street, Winter Haven

$60,000

MAJOR PRICE ADJUSTMENT!!! VERY MOTIVATED SELLER!! Walk right into this well maintained home. The furnishings you see will remain with the home. The kitchen is large and very functional with lots of cabinets and counter space. Enjoy the open and inviting living area, perfect for entertaining. Sit on the screened front porch enjoying your morning coffee with a nice view of the lake. There is no carpet in this home with laminate flooring in all the living areas. Oakwood Estates, a 55+ community offers many amenities and activities. Get your coffee and donuts every Wednesday morning at Koffee Klatch, enjoy an ice cream sundae twice a month or dance to the music at any of the dances held during the winter months. In addition to the many activities, there are two pools and two clubhouses, shuffleboard, miniature golf, bocci ball, tennis courts, and much more. You can be as busy as you would like or just sit back and enjoy the peaceful community.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

MAJOR PRICE ADJUSTMENT!!! VERY MOTIVATED SELLER!! Walk right into this well maintained home. The furnishings you see will remain with the home. The kitchen is large and very functional with lots of cabinets and counter space. Enjoy the open and inviting living area, perfect for entertaining. Sit on the screened front porch enjoying your morning coffee with a nice view of the lake. There is no carpet in this home with laminate flooring in all the living areas. Oakwood Estates, a 55+ community offers many amenities and activities. Get your coffee and donuts every Wednesday morning at Koffee Klatch, enjoy an ice cream sundae twice a month or dance to the music at any of the dances held during the winter months. In addition to the many activities, there are two pools and two clubhouses, shuffleboard, miniature golf, bocci ball, tennis courts, and much more. You can be as busy as you would like or just sit back and enjoy the peaceful community.

4607 Balsawood Street, Winter Haven

$60,000

This home is a blank slate with lots of room. Over 1400 sf of living space plus the lanai with over 300 sf. Much of the flooring is removed showing the sturdy plywood floors. The kitchen is very functional with lots of storage space. The laundry is conveniently located just off the kitchen. The split bedroom floor plan offers lots of privacy for guests. The guest bedroom is a large area that could incorporate an office space with a full back conveniently located outside of the room. The shingled roof was installed in 2017, air conditioner has a manufacture date of 2020, and the water heater was installed in December 2025. If that's not enough it is located in the "dog area", so bring those little fur babies and make this home your own. This home is priced to sell quickly. Make your appointment today!!

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

This home is a blank slate with lots of room. Over 1400 sf of living space plus the lanai with over 300 sf. Much of the flooring is removed showing the sturdy plywood floors. The kitchen is very functional with lots of storage space. The laundry is conveniently located just off the kitchen. The split bedroom floor plan offers lots of privacy for guests. The guest bedroom is a large area that could incorporate an office space with a full back conveniently located outside of the room. The shingled roof was installed in 2017, air conditioner has a manufacture date of 2020, and the water heater was installed in December 2025. If that's not enough it is located in the "dog area", so bring those little fur babies and make this home your own. This home is priced to sell quickly. Make your appointment today!!

4319 Cherrywood Street, Winter Haven

$40,000

Cash Only, This home has a new roof, but needs a lot of work.priced accordingly! If you are allergic to smoke do not go in this home, because smoke smell is very strong. But would be a beautiful home with some rehab work.

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Cash Only, This home has a new roof, but needs a lot of work.priced accordingly! If you are allergic to smoke do not go in this home, because smoke smell is very strong. But would be a beautiful home with some rehab work.

4155 Rolling Oaks Drive, Winter Haven