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Old Cutler Woods Houses Sold

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Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Sold - Feb 2, 2026
Old Cutler Woods, 13333 SW 59th Ct, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 13333 SW 59th Ct, Pinecrest, Florida 33156, image 2
Old Cutler Woods, 13333 SW 59th Ct, Pinecrest, Florida 33156, image 3
$2,725,000
  • 5 Beds
  • 4 Baths
  • 3,649 SqFt
  • $747/SqFt
High-End
House sold in Old Cutler Woods
13333 SW 59th Ct, Pinecrest, FL 33156
Welcome to this exceptional 5-bedroom, 4-bath residence in the exclusive gated community of pinecrest by the sea. Thoughtfully designed for family living, the home offers a spacious family room and a two-car garage. The meticulously landscaped grounds and inviting pool to create a serene setting for relaxation and entertaining. Ideally located near top-rated schools, shopping, and dining, this property combines comfort and convenience. With generous living spaces and a tranquil outdoor retreat within a secure, private community, it embodies the perfect balance of luxury and family-friendly living.
Old Cutler Woods, 13475 SW 59th Ct, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 13475 SW 59th Ct, Pinecrest, Florida 33156, image 2
Old Cutler Woods, 13475 SW 59th Ct, Pinecrest, Florida 33156, image 3
$2,000,000499K
  • 4 Beds
  • 5 Baths
  • 3,457 SqFt
  • $579/SqFt
High-End
House for sale in Old Cutler Woods
13475 SW 59th Ct, Pinecrest, FL 33156
Beautifully updated and appointed 4-bedroom 5-bath home in a beautiful double cul-de-sac in a guard gated “old cutler” community with pinecrest elementary school. It doesn’t get any better than this! Impact glass windows and doors, vaulted ceilings, rectified porcelain and wood floors, expanded kitchen w/large island, top-of-the-line hardware including a wine cooler and subzero fridge. Ideal split floor plan with a primary that includes a bonus/office/exercise room, indoor laundry room. Available to purchase fully furnished as well!
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 2
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 3
$2,600,000300K
  • 4 Beds
  • 41/2 Baths
  • 3,287 SqFt
  • $791/SqFt
High-End
House for sale in Old Cutler Woods
5942 SW 135th Ter, Pinecrest, FL 33156
Welcome to the prestigious gated community, pinecrest by the sea. Renovated with no expense spared, the major 2023 upgrades include: impact windows and doors, new roof, pvc and copper pipes, new electrical wiring, 2 new ac compressors, new pool pump & pool heater, freshly painted inside and out, and all new landscaping. This home features massive common spaces and large bedrooms, with 5 access points to the premier pool & backyard. The primary is a true suite with complete privacy on the home's 2nd floor, where you can enjoy your own sitting room and private balcony. Smart security controls give you comfort and convenience from near or afar. The house has a 2 car garage with endless driveway parking. This purchase comes with an additional 6k sqft parcel, just across the 189 ft water view.
Old Cutler Woods, Pinecrest, Florida 33156, image 1
Old Cutler Woods, Pinecrest, Florida 33156, image 2
$2,570,000110K
  • 5 Beds
  • 4 Baths
  • 3,793 SqFt
  • $678/SqFt
High-End
House for sale in Old Cutler Woods
Undisclosed Address, Pinecrest, FL 33156
Contemporary 5 bedroom/ 4 bathroom home located on a quiet street in the gated community of pinecrest by the sea. Grand formal living with double height ceilings and inside balconies. Spacious kitchen with island, opening to the large family room which heads directly to the tropically landscaped patio and pool. Master's and other bedrooms located on the second floor, with an office room and cabana bathroom on the first. New roof and ac units. 2 car garage and circular driveway. Voluntary hoa.
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 2
$2,320,000880K
  • 4 Beds
  • 41/2 Baths
  • 3,287 SqFt
  • $706/SqFt
High-End
House for sale in Old Cutler Woods
5942 SW 135th Ter, Pinecrest, FL 33156
This breathtaking 4br/4.5ba at the end of a cul-de-sac has a beautiful great rm w soaring vaulted ceilings at the heart of the home. Floor to ceiling windows provide gorgeous views of the pool-patio area & flood the home w/ beautiful light. The kitchen has been perfectly updated w cascading quartz counters, double ovens, new cooktop. Three bedrooms are located on the main level, including a bonus space perfect for a playroom or kids' area. The expansive master suite is located upstairs w two walk in closets, nice bathroom & awesome views. Wired extensively as a smart home, w a sound system second to none, electric panels for the whole house and pool.All impact windows & doors, porcelain wood tile flrs, summer kitch, interior laundry rm, 2 cg, and more!
Old Cutler Woods, 5950 SW 135th Ter, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5950 SW 135th Ter, Pinecrest, Florida 33156, image 2
$2,350,000
  • 5 Beds
  • 4 Baths
  • 3,793 SqFt
  • $620/SqFt
High-End
House for sale in Old Cutler Woods
5950 SW 135th Ter, Pinecrest, FL 33156
Fantastic, contemporary 5 bedroom/ 4 bathroom home tucked away on a quiet street in gated pinecrest by the sea. Enter this lovely home by way of the convenient porte-cochere. Grand formal living and dining rooms with soaring tongue and groove, vaulted ceilings. Spacious kitchen features plentiful cabinetry, granite countertops, new subzero refrigerator, double ovens, island with seating and opens to the large family room with beautiful views of the tropically landscaped backyard and pool. Office suite with bedroom and cabana bathroom downstairs. 4 additional bedrooms, including the generously-sized master suite, are located upstairs. New roof and ac units. Voluntary hoa, roving security. 2 car garage and circular driveway.
Old Cutler Woods, 5961 SW 136th St, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5961 SW 136th St, Pinecrest, Florida 33156, image 2
$2,600,00080K
  • 6 Beds
  • 41/2 Baths
  • 5,266 SqFt
  • $494/SqFt
High-End
House for sale in Old Cutler Woods
5961 SW 136th St, Pinecrest, FL 33156
Modern and private residence located in the prestigious gated community of pinecrest (former gables by the sea). This masterpiece has an imposing entry with volume ceilings, 6 bedrooms (one bedroom on the first floor) + den, 4.5 bathrooms, a gourmet spacious kitchen with white marble countertops, a kitchen island, top of the line stainless steel appliances. It features marble & wood floors, modern wood and glass staircase, and built-in closets in bedrooms. Relax in your private pool with a lagoon front to enjoy family gatherings. The landscape has lighting and custom gated entry for only two houses located in dead-end road inside the community. If you are looking for privacy and great price this is your home! Call for a private showing. Please click in video for more details.
Old Cutler Woods, 13333 SW 59th Ct, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 13333 SW 59th Ct, Pinecrest, Florida 33156, image 2
$2,080,000120K
  • 5 Beds
  • 4 Baths
  • 3,649 SqFt
  • $570/SqFt
High-End
House for sale in Old Cutler Woods
13333 SW 59th Ct, Pinecrest, FL 33156
Exquisitely redone gorgeous home on a cul-de-sac in gated and secure pinecrest by the sea. Great split plan layout and the best taste imaginable. New impact windows and doors in 2014, resort style pool and deck redone and expanded in 2017, porcelain & italian limestone floors. Updated bathrooms, pvc plumbing, 2007 metal roof, vaulted ceilings, plus a rare bonus 1000 sq ft basement with extra 1/2 bath ("war bunker"). Beautifully built up with tons of curb appeal.
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 2
$1,450,000
  • 4 Beds
  • 41/2 Baths
  • 3,383 SqFt
  • $429/SqFt
High-End
House for sale in Old Cutler Woods
5942 SW 135th Ter, Pinecrest, FL 33156
Be prepared to be wowed! Are you bored of cookie cutter homes? Then you’ve found the right one. This spectacular 4br/4.5ba at the end of a cul-de-sac has a stunning great rm w soaring vaulted ceilings at the heart of the home. Floor to ceiling windows provide gorgeous views of the pool-patio area & flood the home w/ beautiful light. The kitch has been perfectly updated w cascading quartz counters, double ovens, new cooktop. Three bedrooms are located on the main level, including a bonus space perfect for a playroom or kids’ area. The expansive master suite is located upstairs w two walk in closets, nice bathroom & awesome views. Wired extensively as a smart home, w a sound system second to none. All impact windows & doors, porcelain wood tile flrs, summer kitch, interior laundry rm, 2 cg.
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 2
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 3
$4,250,000
  • 7 Beds
  • 51/2 Baths
  • 6,014 SqFt
  • $707/SqFt
High-End
House for sale in Old Cutler Woods
5981 SW 136th St, Pinecrest, FL 33156
Experience a residence of true presence in this fully remodeled lakefront estate, perfectly situated within the prestigious guard-gated community of gables/pinecrest by the sea. This home radiates modern style and meticulous cleanliness, centered on a new chef's kitchen and a primary suite of incredible magnitude and privacy. From the moment you enter, the abundant natural light and soaring ceilings create an atmosphere of positive energy and sophistication. The layout is designed for the modern lifestyle, featuring an executive office, a beautiful private courtyard for intimate gatherings, and spacious bedrooms with ample closet space and amazing storage throughout. Outside an entertainer's dream, the property offers a sanctuary of mature landscaping and a large pool with carrera marble deck overlooking the lake, all secured by a dual-gate system for ultimate peace of mind. The expansive, smooth driveway provides rare and generous space for cars, boats, or an rv. Located just moments from the arnold palmer-designed golf course, the newly renovated chapman field, and the exclusive deering bay club, this home offers unparalleled access to south florida’s finest recreation. Whether you are enjoying the serene lake views or the luxurious interior finishes, this property stands as a masterclass in elegance.
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 2
$3,500,000
  • 5 Beds
  • 31/2 Baths
  • 5,646 SqFt
  • $620/SqFt
High-End
House for sale in Old Cutler Woods
5981 SW 136th St, Pinecrest, FL 33156
Impeccable lakefront home in the exclusive guard gated community of pinecrest by the sea. This spectacular 2-story home welcomes you to a 2/3-acre w/ a secluded & private driveway entrance. Discover an expansive open flrplan w/ spacious living areas, soaring ceilings, & a modern chef's kitchen. Ground flr offers 4 bedrms in a private wing w/ access to courtyd, opposite wing has an in-law suite/playrm or office & a maid’s quarters. Upstairs find a spacious loft area w/custom office/study & huge master ste w/ vaulted ceilings, spa bath & private terr overlooking the backyd & lake. Indulge in breathtaking sunrise views by the pool & lake all while in proximity to pinecrest elementary & gulliver schools, parks, kayak launch, trails & beach. Add’l features: spacious 2.5-car gar, laundry/mud rm.
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 2
$3,599,000
  • 5 Beds
  • 31/2 Baths
  • 5,646 SqFt
  • $637/SqFt
High-End
House for sale in Old Cutler Woods
5981 SW 136th St, Pinecrest, FL 33156
Impeccable, contemporary masterpiece w soaring ceilings for entertaining and family living. Open floor plan, incredible natural light and views in this 6, 000+ ft2 home, 7 bedrooms/5.5 bath.Large media room.Modern chef's kitchen w ss appliances and custom mural in eat-in kitchen. 4 bedrooms in a private wing with access to pool; in-law suite in opposite wing, 2nd floor private master suite has 400 ft2 custom built office, 300 ft2 master spa, dual closets and vaulted ceilings. Wake to the sun rising over the pool, lake and poinciana trees. 2/3-acre gated oasis inside gables by the sea. Close to best schools, city center, parks, kayak launch and trails & beach. Enjoy your own slice of paradise each day! Space to park all your toys, 2.5-car a/c garage with large storage room and workshop.
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 2
$4,275,000
  • 7 Beds
  • 51/2 Baths
  • 6,014 SqFt
  • $711/SqFt
High-End
House for sale in Old Cutler Woods
5981 SW 136th St, Pinecrest, FL 33156
Experience unparalleled luxury and exclusive privacy in the coveted guard-gated community of gables/pinecrest by the sea. This extraordinary estate combines elegance, privacy, and resort-style amenities with access to the best schools and recreation south florida has to offer--delivering a truly one-of-a-kind, move-in-ready lifestyle. The fully remodeled 2025 lakefront and gated estate offers more than 6, 000 sq. Ft. Of sophisticated living on 2/3 acre of pristinely landscaped grounds on a completely private lot. Seven bedrooms and 5.5 baths offer comfort and flexibility for your family's growing needs. The home's open floor plan showcases marble and genuine hardwood floors throughout, soaring ceilings, unmatched natural light, and brand-new modern finishes.
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5981 SW 136th St, Pinecrest, Florida 33156, image 2
$4,275,000
  • 7 Beds
  • 51/2 Baths
  • 5,646 SqFt
  • $757/SqFt
High-End
House for sale in Old Cutler Woods
5981 SW 136th St, Pinecrest, FL 33156
Experience unparalleled luxury and exclusive privacy in the coveted guard-gated community of gables/pinecrest by the sea. This extraordinary estate combines elegance, privacy, and resort-style amenities with access to the best schools and recreation south florida has to offer—delivering a truly one-of-a-kind, move-in-ready lifestyle. The fully remodeled 2025 lakefront and gated estate offers more than 6, 000 sq. Ft. Of sophisticated living on 2/3 acre of pristinely landscaped grounds on a completely private lot. Seven bedrooms and 5.5 baths offer comfort and flexibility for your family's growing needs. The home's open floor plan showcases marble and genuine hardwood floors throughout, soaring ceilings, unmatched natural light, and brand-new modern finishes.
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 1
Old Cutler Woods, 5942 SW 135th Ter, Pinecrest, Florida 33156, image 2
$3,389,999
  • 5 Beds
  • 41/2 Baths
  • 3,287 SqFt
  • $1,031/SqFt
High-End
House for sale in Old Cutler Woods
5942 SW 135th Ter, Pinecrest, FL 33156
Discover this fully remodeled gem featuring 4 beds & 4.5 baths at the end of a quiet cul-de-sac, located in a gated community within gables & pinecrest by the sea. The property boasts a great room with high vaulted ceilings & floor to ceiling windows which allows for ample light; offering scenic views of the pool & backyard overlooking the water. The layout is perfectly distributed with a modernized kitchen off the living/dining area with shining quartz countertops & top of the line appliances. On the main floor, you'll find three bedrooms & a bonus area, perfect for a playroom or den. The entire upstairs is for the primary suite. This smart home awaits you, impact windows, a pool w/a patio perfect for entertaining. Making it a true haven for resort style living. Bonus for buyer's broker!

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