29 Winsor Green Rd, Unit 29

1,376 Sq. Ft.
$509 / Sq. Ft.
1,376
Sq. Ft.
$509
per Sq. Ft.

Description

Welcome to 29 Winsor Green Road, a beautifully maintained condominium within the desirable Winsor Green Condominium Association in Naples, Maine. While the Lakes Region rests under a quiet winter landscape, this meticulously renovated 2018 home invites you to imagine long summer days on the water just ahead, with Brandy Pond and Long Lake only moments away. Inside, the home offers a thoughtful layout with bright, open living spaces designed for comfort and ease year-round. The kitchen features quartz...Welcome to 29 Winsor Green Road, a beautifully maintained condominium within the desirable Winsor Green Condominium Association in Naples, Maine. While the Lakes Region rests under a quiet winter landscape, this meticulously renovated 2018 home invites you to imagine long summer days on the water just ahead, with Brandy Pond and Long Lake only moments away. Inside, the home offers a thoughtful layout with bright, open living spaces designed for comfort and ease year-round. The kitchen features quartz countertops, generous cabinetry, and efficient workspace, flowing seamlessly into the dining and living areas. Bedrooms are well-proportioned, including a primary suite with a private bath, while an additional bedroom and bathrooms provide flexibility for guests or a home office. An attached garage, second-floor dedicated laundry area, and ample storage make this property equally suited for both seasonal or full-time living. Winsor Green is known for its shared waterfront amenities, including docks, picnic areas, and expansive common green space that extends to the shoreline. Boat slips on Brandy Pond and Long Lake are increasingly scarce, making this unit's deeded lake access & slip especially valuable. While the lake may be frozen today, summer brings effortless access to boating, kayaking, paddleboarding, swimming, and lakeside relaxation just steps from home. Located near the heart of the Naples Causeway, the property offers easy access to waterfront dining, marinas, live music, seasonal events, and local shops. Four-season recreation defines the lifestyle here, from summer days on the water and fall foliage hikes to winter snowmobiling, ice fishing, and skiing at nearby Pleasant Mountain. Professionally managed and designed for low-maintenance ownership, this property offers the rare opportunity to purchase now and be fully prepared for summer in the Maine Lakes Region. Schedule your showing or visit the open house 12-2pm on Sunday, January 11, 2026.
  1. Listed by Joshua Lagasse • RE/MAX Realty One
    P: (207)-251-3701 C: (207)-251-3701 josh@lagasseteam.com

Property Details for 29 Winsor Green Road, Unit 29

Architectural Style
Colonial, Other, Row-End
Style
Colonial, Other, Row-End
Subdivision Name
Winsor Green
View
Scenic, Trees/Woods
Has Waterfront
Yes
Waterfront Features
Beach Rights, Boat Slip, Deeded, Dock, Lake/Fresh Water, ROW to Water
Zoning
Rural
LISTING CLOSED: 05/28/2026 12:00 AM

Property Details for 29 Winsor Green Road, Unit 29

StatusClosed
MLS #1648873
Days on Market10
Pet Policy-
Taxes$4,300 / year
HOA Fees$400 / month
Condo/Co-op Fees-
Property TypeCondo
MLS TypeResidential / Condominium
Year Built1986
CountyCumberland County

Location

Listing Courtesy of RE/MAX Realty One

Sold By Oberg Insurance & Real Estate Agency, Inc.

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Building Information for 29 Winsor Green Road, Unit 29

Building/Complex29 Winsor Green RdFloor-Stories-Residences2Pet Policy-Pet Policy DetailsOther RestrictionsYear Built1986

Payment Calculator

$4,247 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,488

Property Taxes

$358

HOA Dues

$400

The Payment Calculator is for illustrative purposes only.

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Property Information for 29 Winsor Green Road, Unit 29

Summary
Location and General Information
  • Water View: Yes
  • Location: Business District, Near Golf Course, Near Public Beach, Near Shopping, Ski Resort, Subdivision
  • Page: 272
  • Zoning Overlay: No
  • Directions: From Exit 48 (Westbrook), take ME-302 W toward Windham/Naples. Follow ME-302 W approx. 25 miles to Naples. Turn left on Winsor Green Rd and follow to #29.
  • Latitude: 43.966156
  • Longitude: -70.586846
  • Unit Number: 29
  • Transportation: Major Road Access
  • Water Frontage Shared: 380.0
  • Source of Water Frontage: Public Records
  • Waterfront Amount: $380.00
  • Water Body Type: Pond
  • Water Body Name: Brandy
Taxes and HOA
  • Association Fee: $400.00
  • Association: Yes
  • Parcel Number: NAPL-000003U-000020-000027
  • Tax Lot: 20-27
  • Tax Book Number: 34746
  • Tax Map Number: 63
  • Tax Year: 2025
  • Association Fee Frequency: Monthly
  • Tax Annual Amount: $4,300.00
Parking
  • Parking Features: Paved, 1 - 4 Spaces, Garage Door Opener, Inside Entrance
  • Parking: 1 - 4 Spaces
  • Reserved Parking: Yes
  • Reserved Parking Spaces: 2
  • Vehicle Storage: 1 Car, Attached, Auto Door Opener, Direct Entry to Living
  • Has Attached Garage: Yes
  • Garage Spaces: 1.0
  • Has Garage: Yes
Virtual Tour
Property
Lot Information
  • Lot Features: Business District, Near Golf Course, Near Public Beach, Near Shopping, Ski Resort, Subdivided, Rolling Slope, Landscaped
  • Lot Size Source: Public Records
  • Roads: Association, Paved, Private Road
  • Road Frontage Type: Private Road
  • Road Surface Type: Paved
  • Has Road Frontage: No
  • Tree Growth: No
  • Site: Rolling/Sloping, Well Landscaped
Property and Assessments
  • Above Grade Finished Area: 1376.0
  • Building Area Source: Measured
  • Building Area Total: 1376.0
  • Property Sub Type: Condominium
  • Property Type: Residential
  • Deed/Conveyance Type Offered: Warranty
  • Restrictions: Other Restrictions
  • Construction: Wood Frame
  • Structure Type: Townhouse
  • Year Built: 1986
Building Features
  • FHA Certification: No
  • Foundation Details: Slab, Poured Concrete
  • Foundation Materials: Slab, Poured Concrete
  • Construction Materials: Wood Frame, Wood Siding
  • Color: Red
Financial Information
  • List Price/SqFt: $544.33
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Electric, Propane
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Recreational Water: Beach Rights, Boat Slip, Deeded, Dock, Lake/Fresh Water, ROW to Water
  • Sewer: Quasi-Public, Septic Design Available, Septic Tank, Shared Septic
  • Water Source: Private, Well
  • Water Heater: Gas, On Demand, Tankless
  • Utilities On: No
Interior and Exterior Features
Exterior Features
  • Exterior: Wood Siding
  • Roof: Shingle
  • Window Features: Double Pane Windows
  • Driveway: Paved
  • Patio And Porch Features: Deck, Glassed-in Porch
Interior Features
  • Accessibility Features: Level Entry
  • Amenities: Bathtub, Laundry - 2nd Floor, Shower, Primary Bedroom w/Bath
  • Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, Tankless Water Heater
  • Appliances Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, Tankless Water Heater
  • Other Appliances: mounted TV in living room
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Decimal: 2.5
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 2
  • Fireplaces Total: 1
  • Laundry Features: Upper Level
  • # Full Baths Level 2: 2
  • # Half Baths Level 1: 1
  • Rooms Total: 6
  • Basement: Not Applicable, Slab
  • Basement Entry: Not Applicable
  • Has Fireplace: Yes
  • Cooling: Heat Pump
  • Has Cooling: Yes
  • Heating: Electric, Propane, Direct Vent Heater, Heat Pump
  • Has Heating: Yes
  • Flooring: Tile, Engineered Hardwood
  • Interior Features: Bathtub, Shower, Primary Bedroom w/Bath
  • Room Features: Balcony/Deck, Built-Ins, Closet, Dining Area, Full Bath, Gas Fireplace, Kitchen Island, Suite, Three-Season, Vaulted Ceiling(s)
Room Information
Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: Second
  • Primary Bedroom Amenities: Balcony/Deck, Closet, Full Bath, Suite, Vaulted Ceiling
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
  • Bedroom Amenities 2: Closet, Vaulted Ceiling
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
  • Dining Room Amenities: Vaulted Ceiling, Dining Area
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Amenities: Island
  • Kitchen Countertop: Quartz
Living Room
  • Living Room: Living Room
  • Living Room Level: First
  • Living Room Amenities: Gas Fireplace, Built-Ins
Sun Room
  • Sunroom: Sunroom
  • Sunroom Level: First
  • Sunroom Amenities: Three-Season
Multi Family
Multi Family Information
  • Number Of Units In Community: 2
  • Condominium Unit Type: Condo
Rental
Rent Information
  • Land Lease: No
  • Pets Allowed: Other Restrictions

Property History for 29 Winsor Green Road, Unit 29

DateEvent & SourcePriceAppreciation
May 28, 2026

Sold

Maine Listings #1648873

$700,000
Feb 25, 2026

Pending

Maine Listings #1648873

Jan 8, 2026

Listed (Active)

Maine Listings #1648873

$749,000
DateEvent & SourcePrice
05/28/2026

Sold

Maine Listings #1648873

$700,000
02/25/2026

Pending

Maine Listings #1648873

01/08/2026

Listed (Active)

Maine Listings #1648873

$749,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 29 Winsor Green Road, Unit 29

This home is within Regional School Unit 61 Msad 61.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 6 to 8
Public - 9 to 12
Public - 3 to 5
Rating
School
Distance
Songo Locks School
PublicPK to 2

Lake Region Middle School
Public6 to 8

Lake Region High School
Public9 to 12

Crooked River Elementary
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX Realty One

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.